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Confessions

Anal Confessions

Read the best #anal confession stories


Ok so around the age of 16 I got a present fron a friend. He as a gag gift bought me a dildo. It was tan and 9" with a suction cup on it. He handed it to me saying that I was a fag and would use it anyways. So I did. Before all else i was wondering what it would be like to suck a cock so I tried with my dildo. And by god did i love it. I deepthroated it down to the balls. I kept doing this for a long while until it geew tiresome of jerking it while sucking it so one day I snuck to my parents room and dug out some KY lube and spurted it on my toy. It took me hours before i could even take the head of it. Once i had it down to about 7 inches it began to hurt so i researched how to get around the pain so i could bottom out. Once i learned how i sat on it and shifted my hips till the head guided up my bowels. Once i was bottomed out i was nearly cumming. I rode it for an eternity before i shot. Once my friend came over he busted me because i left it stuck to the wall in my large closet with the lube pack on the floor. I admitted and he said to suck hin off if i didn't want the school knowing. So i did. He had a MONSTROUS dick at least 8 inches. I was able to deepthroat him because i was used to my toy. Once he shot in my mouth i gagged at the taste of jizz hitting my throat but promptley swallowed. I mean we still eased into him pounding the fuck out of my asshole. He blew the load inside me and i had to hold back from cumming. After about 10 mins i went downstairs and talked to my mother and she sent my friend home. Once he left she told me to keep the white cum from running down my leg next time he finishes inside me, i ran to the bathroom and looked at the back of my leg and saw the streak on my leg glisten in the mirror and nearly broke down. But my mother told me it was fine if i was gay just to keep it clean down there


#gay   #dildo   #anal   #male  


I'm attracted to guys and I do want to have sex with them.

But I'm not into macho guys or even very traditionally masculine guys. I like guys that are more fluid and more feminine. I like guys with long hair, that don't have much muscle and that are okay with wearing more feminine clothes. I like trans guys, agender and non-binary people, not just cisgender men. As long as they don't have tits and identify as somewhat masculine, I would be up for it.

I've never done it, but I really want to fuck a guy. And not just have his cock in my pussy. I want to get a strap-on and fuck his ass. I want to see my guy in lingerie.

I want a guy who can hold me, but that's also okay with me holding him. I want him to take control and to give it up to me.

Everyone I know is either really gay or really straight, and no one I know who is attracted to guys has ever said anything about wanting a guy the way I want one, and it makes me feel kind of out of place, and strange. But I still want a guy like this.


#bdsm   #sex   #anal   #femdom   #lingerie  


For about three months I was having sex with a married mother of two. Twice a week I would park just down the road from her house and wait for her husband to leave for work and the kids to walk to school, then I would go in and fuck her for most of the morning.
I fucked her every way I could think of. We had sex in her bed, in both bathrooms, on the couch, in the office, in the kitchen. I fucked her mouth, pussy, and asshole. My favourite hole of hers was definitely her asshole, not just because its taboo and not every woman lets a guy do that, but because she never let her husband do it. I also absolutely adored licking her butthole. I could do it all day. After I'd done it a few times she told me that she never got the chance to shower between her morning dump and me showing up, so I was licking her dirty asshole. I loved it all the more.

Sadly, her husband got a job in another city and they moved away. She felt bad for me so let me film my cock going into her ass from behind so I could jerk off to it whenever I wanted. And I regularly receive dirty photos and emails from her.
I'm going to visit her as some point and fuck her harder and nastier than ever before.


#milf   #wife   #married   #anal  


I (m/22) confess that I persuade my girlfriend to do anal even though I know she will shit blood (literally) and be in pain for the rest of the week afterwards. But she's actually the dumb one if you ask me, why does she not go to the doctors about it??? And she could say no, so.......
I confess that my pleasure is more important to me than her wellbeing.


#boyfriend   #anal   #girlfriend   #blood   #pain   #ohwell  


My roommate knocked on my door and apparently it wasn't latched and opened. He saw me wearing my girlfriend panties with my dildo 6 inches inside my ass. I was embarrassed and stated coving myself. He immediately got excited and told me I looked fucking sexy. I asked him not to say anything to anyone. He laughed and told me of I let him fuck me he would keep the secret. I didn't want people to know my secret so I let him. A week later he tried black mailing me again. But I told him if he tells I tell them we had sex and that shut him up. I did like the sex but didn't like getting black mailed. I'm thinking of texting him and telling him to make some bomb dinner and treat me like a princess and he can go again.


#blackmail   #anal   #creampie  


I'm 45, pretty fat, not great looking, and married for 29 years. My husband never was too much for adventurous sex, even when I was skinny and pretty with nice firm, big tits. For the last 10 years I've been fucking any cock that will fuck an old fatty like me. Believe it or not there are lots of guys. I know I'm just being used as a place to stick it in and cum but I like that. About 3 years ago I started having anal sex. When I was young it kind of turned me off. I didn't like it because I knew I'd have to suck the cock that came out of the same hole I poop from. But now I think it's the very dirtiness, the nastiness of it that makes me like it. Before my husband fucked me I hadn't done anything but suck 3 cocks. He was the first to fuck me and was the fourth I sucked. Over the last 10 years, I've had exactly 58 cocks inside me, and now I've had 22 up my ass. I've sucked all of them off, plus many more. I was sucking strange cock before I started letting them fuck me. I'd have never believed a fat old cumhole like me can still get plenty of men.


#married   #cheating   #whore   #slut   #anal   #oral   #vaginal  


I am in my mid 20's and male and when I was in college I would fuck married fat ugly women for money and would let them do whatever they wanted with me. It was good money and some of the ladies we're a good fuck but they had me do so many degrading things while I was with them. There was this one time I was with 4 of them at a hotel and they got super drunk and tied me over a couch and fucked my ass with anything they could find. From a vibrator to the remote to a wine bottle. They grabbed my balls so hard as they fucked my ass too I thought they popped one. Then they finally untied me and each wanted alone time with me. So three left and one stayed and we fucked viciously. Then the last one was a black bbw who I found super attractive she came in the room with a bag in her hand. I asked her what was in it and she told me that I would find out soon enough. The other ladies had left by this point so I was thinking it was more toys. She opened it up and took out condoms. I was confused why she had condoms so I asked and she said that I would soon find out. Then there was a knock on the door and a young woman was standing there. She walked in and undid her robe and a big cock fell out. She then said that is what the condoms are for. I was in shock and said I dont think I can do this and she said I didn't have a choice and pushed me to the bed and told me to bend over and spread my ass. I hesitantly did and then she put a spreader bar in-between my legs and filled my ass with lube. Then I felt this massive amount of pressure in my ass and a jolt of pain went through my body. I screamed in pain and she told me to beg for her cock to fuck me harder. I begged and begged for her to pull out of my ass. When I did that she just shoved my face down into the bed and fucked me even harder saying she owned my asshole and I'm going to let her fuck it as much and as hard as she wanted. I begged for her to stop then she slapped me and told me to stop being a bitch and beg for the tranny cock to fuck me. As she fucked me longer it started feeling better and better till it was actually enjoyable and I started moaning. She said yes thats right you anal whore you like getting a cock deep in you asshole dont you? I told her while moaning I really do I fucking love her cock in my asshole. She turned me around and put my legs over her shoulders and took the condom off. I said that I wanted to feel every inch of her cock in my ass and she fucked me violently until she exploded deep into my asshole. It felt amazing and she sucked it out of my asshole and swallowing it all. I still let her watch a tranny fuck my ass as she watches for money.


#tranny   #prostitution   #anal  


I've done this a few times now, feel guilty as hell about it but sometimes I get so damn horny I want to fuck and don't care who it is. I feel straight but I guess I'm bi male. I don't like to see other guys but when I get so bad and I'm super horny and can't find any women to fuck I will fuck a shemale, tranny, or even a cute crossdresser. All the ones I've fucked are very passable in public, and no one knows, but I have fucked and gotten sucked by guys who dress.
I just returned from an afternoon romp. I found a very cute crossdresser, who wanted to meet at an adult theater. We exchanged some pics, she convinced me that they were her real pictures. Her ad on craigslist said that she wanted to meet at an adult theater complex, go into a booth, and suck cock, then get her/his bare butt spanked red, and have the guy cum all over her naked asshole. She only sucked though, but I was super horny and had gotten a bit high.
I met her, and she was gorgeous, just like her pictures, I had no trouble picking her out of the crowd and lots of guys were already trying to get her in their booths, thinking she was a really hot blonde girl. We went into a booth with no gloryholes so nobody could watch, locked the door and she was taken apart my belt, zipper and pulling my pants down. I purposely didn't wear any underwear so my thin 8" popped out semi hard already as I was feeling her tiny tits under the top of her tight, sexy dress. She got to her knees with her little perkies sticking out and started sucking, eventually she reminded me that she sucks only. When she tasted pre-cum she moved up still jacking my hard cock, and bent over at the waste.
"Spank me baby, spank your little momma's ass, beat that ass baby, like I'm a whore momma"
She jerked and licked with the occasional suck, and I beat that ass red. She pushed me in back of her and told me to shoot all over her whore ass. I had a lot of pre-cum by then and pushed my cockhead to her crack and had so much precum I had it right at her asshole.
"No, don't . . . I don't do that, just suck. Cum on me baby, cum on me"

"Fuck that bitch" I grunted, and with that I pushed my lubed cock up her asshole and started holding her down and fucking her like crazy. She started trying to pull away, punch me, do anything she could, she was kicking and screaming, and I knew that no one in the back booths gave a shit. They all figured what was happening. I shot off very loudly and talked loud enough for every one of the guys there to know I'd just fucked this horny little CD whore up her/his ass and shot off. She was whimpering a bit and went slack. She made the mistake of slumping on the floor bent over the bench. I opened the door, putting away my cock, and motioned the next couple of guys in. As I walked away I saw one of them sticking his cock in her ass, and she started screaming again, this time yelling "rape" and the second guy who went in stuck a really, really thick cock in her mouth and all I could hear was muffled crying. I stuck around to watch two more guys get off by fucking her then left.

I was just so fucking horny, she was so beautiful, I had to pop her asshole. I wished it would have been better, that I could have dated her a bit, and maybe talked her into mutual, consentual fucking, but I wanted her ass, I wanted to fuck and cum inside someone, right then, not wait around. It's a shame, I shouldn't have done rape to him/her but I needed to fuck and cum. So it appears did some others.


#cd   #oral  


I am a young teen girl, just finished by freshman year in HS. I have let lots of boys get with me naked. Though I am still a virgin. I let them do it in my mouth and inside my butt. The first two boys told everyone else, now I'm the school slut, even though I'm still a virgin. My brother even threatened to tell mom and day so I let him do it to me too.


#virgin   #anal   #oral  


I like women but I'm curious about having my asshole fucked. So I'm thinking of hiring a transsexual prostitute and having a good old moan while a stranger uses my anus to ejaculate into.


#buttfucked   #prostitute  


I wanted to feel what it was like to receive anal sex. I don't know why, or for how long this has been a fantasy of mine, but I didn't find any attraction to other men. A few days ago I found a mtf tranny who didn't have a pussy yet, hadn't had surgery. She was also not going to because she liked using her cock. It was a bit bigger than I wanted, but attached to a really pretty girl. So I let her fuck me, and have 2 more times since. I can't get enough of that beautiful woman on top of me with her cock inside my ass, and me playing with her tits while she pinches and pulls my nipples.
I really like it this way. I've fucked her ass also, and we have sucked each other as well.


#tranny   #anal   #oral  


So I'm straight but I enjoy anal play...so one day I found an object (dildo like) and whilst showering fucked my ass.
It was the best orgasm I ever had, when it goes to the second sphincter the feeling is amazing...


#sissy   #anal   #masturbation  


When I was 12 my mother and father divorced, and my mum got full custody. I missed my dad, but I was fine with living alone with my mum. It wasn't until I was 13 that my mother remarried, marrying my stepdad, who had a son 2 years younger than me (let's call him D). So, by the time I turned 16 I was sexually active and I had a semi-BF whom I had a semi-open relationship with. My mother, however, refused to believe that I was no longer her sweet little girl (and continues to think so to this day, I'm 18 now), so I wasn't allowed to have any boys my age even set foot in the apartment we all shared. I had developed a nice pair of C-cups and a big bubble butt, so I was quite popular with members of the opposite sex and some members of the same sex. My stepbrother D had, as most 14-year-olds including myself did, a high sex drive, and nobody to share it with. He always acted awkward around me, and at first I thought it was because he was shy but I quickly realised he had some sort of attraction to me. It was knocked into twelfth-gear when I dyed my hair black, around the time I went into my 'rebellious phase' as my mother called it. If you ask me, considering I still feel the same way into young-adulthood, it wasn't a 'rebellious phase’ and was in fact my sudden realisation that I don't deserve to be treated like garbage. Anyway, I liked wearing short petticoats and stockings, all in black and white, and I feel like D really 'liked’ that. One day, I was just about to climb into the shower and D was just on the way out, and when I was naked and under the water I was something flashing behind the shampoo. I looked and it was D’s phone, recording me in the shower. I ran the phone under the water until it turned off, then when I got out I made a bit show to him that I had dropped it into the water. He was left bewildered as I walked away. On another occasion, he tried hiding disposable camcorders in discreet locations where he could catch me naked and every time I would find them and I would destroy them. When I was 17 and he was 15, my lack of any sexual activity was driving me nuts; my semi-BF had gone back to Ireland for the summer and as I said before no boys were allowed in the apartment. I was lying on my bed when I remembered the camcorders; they had stopped turning up a while ago and I thought he just gave up, but I then thought 'what if he just found a good hiding spot for them?’ Curious, I decided to check the bathroom and my bedroom. I found two real camcorders (he probably replaced them with real ones when I didn't find the disposable ones), both in pretty good locations. The one in my room was hidden under a pile of really old books and clothes from my childhood I had never bothered disposing of or even touching, and had a good view of my bed. The one in the bathroom was tricky, but D had managed to hide it between the medicine cabinet and the toilet cistern which were directly next to the shower, giving a good view of it. I was creeped out at first, thinking he must have months worth of footage of me, so I went to confront him in his room. I knocked on the door, sister for him to say 'come in’ then closed the door behind me and said “D, we need to talk about the camcorders.” He froze, glared at me and he mumbled something that sounded like 'sorry’ or 'dirty’. I told him to show me the folder, and the bastard had at least 2.5GB of footage of me on a USB stick hidden next to some expired condoms in his drawer. He said that he supposed I wanted him to delete it and do my laundry forever or else I'd tell his dad or something, but I said to him 'No, I have another idea’. I told him that I had been driving myself crazy with a lack of sex for ages, and reminded him that it didn't count as incest as we weren't actually blood related. He got the message, but he was shocked. This lanky fifteen-year-old nerd with a warbly voice and poor self esteem was getting asked for sex by his seventeen-year-old punk stepsister. I have to give D credit, he was well-endowed. I had seen it by accident before and even through his baggy boxers shorts it was quite visible. I brought him into my bedroom where the walls were thicker and the bed was comfier, and we started kissing. All his condoms were expired, but I had some fresh ones and he started stripping me down until I was wearing only panties and stockings. I took down his boxers and he was rock hard, so I sucked his dick. I had had plenty of practice with my semi-BF and of course my own dildos and I think he really enjoyed it because before I knew it he said he was going to cum. I jerked him to orgasm and let him jizz all over my face. As I wiped and licked all his jizz off my face, I got the condom out and put it on him with my mouth (I learned how from the internet). I’m quite the self-confessed freaky slut, so I have experience with anal sex (I think it's my favourite sexual activity), so I pulled down my panties and wiggled my butt at him, asking which hole he wanted. He said he wanted both, but he wanted my pussy first. I straddled him and before I knew it I was riding him and moaning like a ghost. He was biting his lip and return desperately to keep it up, but after five minutes he was cumming again. I climbed off him, wiggled my butt at him again and said that we don't need a condom for the next part. The speed in which he recovered, ripped the condom off and threw it in the bin was blinding, and he plunged into my butt before I knew what was going on. He did me doggy style for another few minutes, and this time he came inside my butthole. I loved the feeling of him fucking my butt bareback so much, I couldn't help but have an open mouthed smile the whole time. After that we were both spent, so we huddled up together and fell asleep. We managed to make it back to our own beds before our parents realised what happened, and they were none the wiser. We now have sex as a form of lust/stress/pain relief, and we do it about once a week. I'm 18 now and he’s 16, and he can now last a lot longer, as well as the fact that his confidence and his grades have improved. My semi-BF is ok with it, as he feels like it’s 'mutual masturbation’. D mentioned inviting his friends around for them to all fuck me and I'm actually toying with the idea, just so long as my semi-BF is involved too.


#anal   #incest   #virginity   #slut  


I'm a girl in my mid-teens, a little chubby, smallish boobs. I have a great boyfriend, way better than I deserve really, he's hot, he's a total hunk, and on the football and baseball teams. We were having sex and for the last month or so he's been playing with my butt. Inserting his fingers, even while he's inside me having sex, he reaches down and will put a finger in my butt. He finally told me he needed to change things a bit and wanted to have sex in my butthole. I let him do it. But I guess I wasn't thinking, definitely wasn't prepared. While he was doing it, I asked him to stop and told him I needed to go to the bathroom but he wouldn't stop. I could feel as he was moving in and out of me back there that he had some poo on his penis. I couldn't help it, he wouldn't stop. I pooped all over us both. He kept going until he finished, and he told me to go get some towels, when I came back he made me pose for some pictures of my dirty behind, and even put his penis back in me to take more pictures. I cleaned him off first, then me. I'm not sure he wants to see me anymore, he hasn't returned my calls for 2 days.
I am so embarrassed.


#poop   #accidental   #anal  


I started dating this really skinny girl in a city I was working in for 6 months. She was skinny, with short black hair, a nice looking face, somewhat of a tomboy I thought. She was living in the city full time as opposed to me. After about 4 dates she finally admitted she wanted to have sex but had no boobs whatsoever, and knew most guys were really into big boobs. She also said that since she was young, and even before she ever had sex, she'd had guys and girls tease her constantly. Some guys wouldn't even go ahead and have sex with her because she had a totally flat chest. She also said she was a little kinky about sex and liked normal things, but only if she could have it lead to some other stuff she really liked. I told her I was very amenable to trying new things and simply would say if I didn't like it. She then asked me about her lack of chest and I told her that I didn't think it would be a problem. She told me to stop where we were going, to order in some pizza and go back to my apartment.
She made me order, then had me strip, and went to the bathroom and came out totally naked. She did indeed look like a boy. Small frame, no hips, very little take-in at her waist, nice roundish little butt though, and this big patch of very thick hair on her pussy. I didn't say anything, just pulled her over to the bed and she asked me not to mess with her nipples as it made her feel bad. So I kissed her, and she reluctantly kissed me back, I reached to feel her pussy and found a 2" clit that looked just like a small uncut penis. As I rubbed her it grew to three inches. I'd never encountered that before and I loved it. I finger fucked her and she had me roll over on my belly and got on top of me and ground her clit into my ass crack. She started kissing me in earnest, as I craned my neck to her lips while she was lying on top of my backside pumping for all she was worth. She was bucking back and forth and I told her to stop a second and reached back, spread my legs and my buttcheeks and told her to put it in my butt. She used her pussy juice as lube and got her clit about 2 inches up my hole. She fucked me like crazy and even came twice. The doorbell rang and she jumps up I thought to go to the bathroom and hide, but instead she put on one of my tee shirts and a pair of my underwear, my tennis shoes and answered the door. She looked just like a guy.
She came back, got pulled off the underwear and said "I guess you should have a turn before we eat" and let me fuck her pussy in missionary position, again her kisses were very shallow. We ate with her wearing the tee and my underwear and me wearing nothing. When we went back to the bedroom she kept on the underwear and shirt, and had me kneel on the floor while she stood up with her clit in my mouth, sticking out of that super thick black pussy hair. She came again, and then she did the same to me. I loved it she sucked really good. Then she bent over with her arms on the bed, standing next to it, pulled down the boys underwear just below her ass and inserted my cock into her ass. She and I both loved it. It was my first time fucking an ass.
So after a few weeks she now dresses 90% of the time as a boy, and we spend equal amounts of time getting buttfucked. She likes to keep on boy clothes and be a "gay guy" and get buttfucked. Even when I fuck her pussy it's mostly from behind. She fucks my ass too.
I started dating a girl, and ended up in a gay relationship with her. . . him.
But I still like it. It's not normal that's for sure. I don't know what I'm going to do when I have to leave. I really like this situation


#anal   #gay   #straight  


One of my biggest fantasies is to have unprotected anal sex with a married pregnant woman in the bed she shares with her husband. She would be paranoid about her husband coming home and catching us but unable to resist moaning loudly. After I blow my load in her rectum she would suck my cock clean.


#anal   #pregnant   #married  


I got pegged for the first time last night. I agreed to do it for my girlfriend, it's one of her fantasies. I asked her to fuck me again this morning and I am currently shopping online for bigger dildos.


#pegging   #strapon   #anal  


I have had sex for about 4 years now. I'm in my mid teens, and recently my boyfriend started having anal sex with me. He does it all the time now. I think he'd rather do that to me than have regular sex. I sometimes make him have it with me while I'm on my back, but even then, before he cums he always makes me turn over on my belly. It's like I'm his gay boyfriend or something. Sometimes he sticks it in my mouth right after he done, he says it makes me super sexy to him.
One problem is that I think he'd rather treat me like he's having sex with another guy, and the other is that I have to go poop a lot now, I have loose stool pretty much as a normal condition now, and I have to go every couple of hours, even if I'm sleeping. It's worse right after we go out. He usually does it to me 2 to 3 times a night before he takes me home, and I am up all night going poop. I don't know if this is good for me, it's really bad having to go all the time. I've asked him to start having regular sex with me so I can enjoy it too, he relents and probably does that to me about 3 times a week, it used to be 3 times a night before I let him do anal sex to me.


#anal  


Meth made me a slut. I fucked six guys once for a 20 bag.


#anal  


I'm married and bi. My wife has no idea. Yesterday I met with a married couple and had a terrific threesome. It was hubby's first time getting oral from a guy and his first time giving oral. He came in my mouth while I was fucking his wife. I kissed her and shared the cum.

Earlier this week I posted an online ad offering to give blow jobs. I got a response from a black man with a very hard, very big cock. I immediately went to his house and blew him.

Today I was in the same area. I emailed my new black master and asked if I can come service him. He permitted me to do so. I went over and started sucking. This time (at my request) he was harsher and pushed my head down to get his cock to pop open the back of my throat. I did my best not to gag. It is an awesome cock that I'll want again and again.

Also at my request, he started calling me "faggot" and his bitch. I was happily surprised when he made me bend over so he could fuck me. (So glad I thought to bring a condom and lube.) My God that cock is big! It hurt, but it hurt so so good! I'm getting addicted to big black cock - I just want it again and again!

After he fucked me for a while, he pulled out and ordered me to suck him. "Suck my cock, faggot" said over and over really turns me on. Finally he shot his load down my throat. Mmmmm. The only down side to deep throat is that you don't get to taste the cum as well.

I want to be a faggot for BBC.


#bbc   #threesome   #married   #black   #faggot  



Pray and roll the dice for #anal

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